(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-ethylpentanoic acid

Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-ethylpentanoic acid
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CAS No. 1310680-47-7
Cat. No. CS-0147295
Purity≥97%
MDL No.MFCD11226813

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-ethylpentanoic acid|CS-0147295

Structure of 1310680-47-7

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General Information

CAS No. 1310680-47-7
Cat. No. CS-0147295
Purity ≥97%
MDL No. MFCD11226813
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₅NO₄
Molecular Weight 367.44
Synonym(s) (S)-(9H-Fluoren-9-yl)MethOxy]Carbonyl 2-amino-3-ethyl-pentanoic acid
SMILES CCC(CC)[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-ethylpentanoic acid is a chiral amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group. This moiety ensures stable incorporation during solid-phase peptide synthesis, enabling efficient chain elongation. The ethyl-substituted aliphatic side chain provides steric differentiation, enhancing selectivity in coupling reactions and facilitating purification. Bench-stable under standard conditions, this reagent streamlines the preparation of complex peptides with defined stereochemistry.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-ethylpentanoic acid serves as a robust chiral building block for peptide synthesis, leveraging the fluorenylmethoxycarbonyl (Fmoc) group for orthogonal protection. Its sterically defined side chain enables efficient coupling with diverse amine nucleophiles, while the Fmoc moiety ensures high stability under basic conditions and facile removal during standard deprotection protocols. This compound facilitates sequence-controlled synthesis of complex peptides and supports scalable, reproducible workflows in medicinal chemistry and process development.

Safety Information

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Computational Chemistry Data

TPSA 75.63
LogP 4.4145
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Isoleucine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-ethylpentanoic acid

CAS No. 1310680-47-7

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